2-Hydrazinoethanol → Ethyl 1-(2-hydroxyethyl)-5-methylpyrazole-3-carboxylate

HRID 976998Notes

Reaction equation

HRID 976998 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][NH2:5].O=[C:7]([CH2:13][C:14](=O)[CH3:15])[C:8]([O:10][CH2:11][CH3:12])=[O:9].C(N1C(CC)=CC(C(O)=O)=N1)C>C(Cl)Cl>[OH:1][CH2:2][CH2:3][N:4]1[C:14]([CH3:15])=[CH:13][C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N:5]1

Participants

5

Reactant 3

HCID 80172-HydrazinoethanolHCID 69208Ethyl 2,4-dioxovalerateHCID 221453751,5-Diethyl-1H-pyrazole-3-carboxylic acid

Product 1

HCID 22145424Ethyl 1-(2-hydroxyethyl)-5-methylpyrazole-3-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from hydroxyethyl hydrazine (3.64 g, 50 mM) and ethyl 2,4-dioxovalerate (8.5 g, 50 mM) as described in Example 1 Preparation 1 as a colourless oil (9.39 g, 95%); νmax (CH2Cl2) 1700 cm-1 ; δH (CDCl3) 1.39 (3H, t, J7 Hz), 2.40 (3H, s), 2.98 (2H, t, J7 Hz), 4.33-4.48 (4H,m), and 6.39 (1H, s); E.I m/e 198 (95%).

Sources & evidence

ORD record
ord-5a3f947fe0ec467b8da42460f61b7f32
Source dataset
uspto-grants-1997_03
Patent number
US05612477

Reaction notes

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